反应详情

温度

80 °C

To 2 ml of a DMF solution containing 130 mg of [2-(8-methoxy-4H-benzo[1,3]dioxin-6-yl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester (Example (21h)), 46 mg of 2-hydrazinobenzoic acid hydrochloride and 0.200 ml of triethylamine were added. The resulting mixture was stirred at 80° C. for 8 hours under a nitrogen atmosphere, and then the reaction mixture was concentrated. The residue was dissolved in 3 ml of methanol and 0.3 ml of acetic acid, and 250 mg of sodium cyanotrihydroborate was added thereto. The mixture was stirred at room temperature overnight. To this reaction mixture, water was added and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate) to give 2-(3-{(8-methoxy-4H-benzo[1,3]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]methyl}-5-oxo-4,5-dihydro[1,2,4]triazol-1-yl)benzoic acid.

1. additionwere added
2. concentrationthe reaction mixture was concentrated
3. dissolutionThe residue was dissolved in 3 ml of methanol
4. addition0.3 ml of acetic acid, and 250 mg of sodium cyanotrihydroborate was added
5. stirringThe mixture was stirred at room temperature overnight
6. additionTo this reaction mixture, water was added
7. extractionextracted with ethyl acetate
8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
9. customThe desiccating agent was removed by filtration
10. concentrationthe filtrate was concentrated under reduced pressure
11. customThe residue was purified by NAM silica gel column chromatography (methanol-ethyl acetate)